Vacation rentals in Island

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Top-rated vacation rentals in Island

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Top guest favorite
The charming front porch is visible, featuring two red rocking chairs and a welcoming American flag. Lush green bushes frame the path leading up to the entrance, while a well-maintained yard provides a spacious outdoor feel. A bright blue sky complements the inviting atmosphere.
Home in Beaver Dam

Country Charm

This House is located in a quiet neighborhood one block off Main street here in Beaver Dam, KY. Enjoy a nice cozy country home while you visit. It is fully finished so you will feel right home. The property sits on a corner lot with access from both streets. The house has a front porch for lazy evening to catch some fresh air. You can pull right up underneath the carport for easy access to the back door for entry. The home offers a nice yard and fire pit. Food and shopping all minutes away

4.95 out of 5 average rating, 374 reviews
Guest favorite
A cabin with a rustic wooden exterior features a welcoming wrap-around porch supported by sturdy posts. Large windows invite natural light, and a balcony extends from the upper level. Surrounding greenery offers a peaceful setting, enhancing the cabin’s connection to nature.
Cabin in Lewisburg

White Bluff Cabin with Hot tub on lake Malone

White Bluff Cabin sits in a quiet,friendly neighborhood overlooking Lake Malone. It is privately owned and offers all the accommodations to make your stay a relaxing one. It is fully furnished. FREE WIFI and parking. There is also a RV hookup available to cabin guests only for an additional fee. Just a short hike down to the boat dock and you will see the white bluff to your left which the cabin sets on. Or simply rock away on the spacious wrap-around porch, sipping coffee or iced sweet tea!

4.96 out of 5 average rating, 203 reviews
Guest favorite
Tiny home in Central City

Twin Oaks Tiny Home

Welcome to our freshly renovated tiny home. Relax in a quiet country setting in this cozy space. Our home features a queen bed and a pullout sofa, perfect for couples, small families, or friends traveling together. It is fully furnished with everything you need to relax and enjoy your stay, also features a large back deck to enjoy a cup of coffee in the morning. We hope you feel right at home—please don’t hesitate to text or call if you need anything at all. Your comfort is our priority!

5.0 out of 5 average rating, 13 reviews
Top guest favorite
A rustic log cabin is set against a backdrop of greenery, with a large Osage Orange tree providing shade. The cabin features a combination of natural wood exteriors and a modern addition, showcasing a warm and inviting entrance surrounded by well-maintained landscaping.
Cabin in Utica

Rustic Log Cabin Old Farm

Step back in time at this 1800s log cabin on historic DeLacey Farm. Surrounded by barns, wildlife, and wide-open fields, this rustic getaway sits on a nearly 100-year-old working farm—just minutes from Owensboro’s BBQ, bourbon, and small-town charm. Relax on the back deck with views of the original farm buildings, or head into town to explore the Green River Distillery and local eats. It’s the perfect blend of peaceful retreat and convenient access to everything Owensboro has to offer.

5.0 out of 5 average rating, 46 reviews
Top guest favorite
Cabin in Dixon

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

4.96 out of 5 average rating, 349 reviews
Guest favorite
The exterior of the home features a welcoming front porch with steps leading up to the entrance, framed by white railing. The facade is adorned with large windows and traditional shutters, complemented by a red roof that adds a pop of color.
Home in Calhoun

Calhoun Riverview House

Escape to this cozy riverside getaway in Calhoun, Kentucky! Nestled along the beautiful Green River, our two-bedroom, one-bath home offers a peaceful retreat surrounded by nature. Enjoy your morning coffee on the deck while taking in river views. With a fully equipped kitchen and comfortable living area this home is perfect for couples, friends, or small families looking for a serene stay. Book your stay at our Riverside Retreat and experience all that Calhoun has to offer!

5.0 out of 5 average rating, 18 reviews
Top guest favorite
A charming blue cottage is depicted, featuring a covered entryway and multiple awnings. Lush greenery surrounds the home, while a concrete pathway leads toward the entrance. A neighboring white building is visible in the background, set against a clear blue sky.
Home in Beaver Dam

The Bluegrass Cottage, Downtown Beaver Dam, KY

Centrally located in the heart of Beaver Dam, Kentucky, come visit THE BLUEGRASS COTTAGE to experience all that Ohio County has to offer. Within walking distance to Beaver Dam’s Amphitheater, come enjoy a variety of live shows. Steps from quaint downtown Beaver Dam, enjoy a day of antique shopping and local restaurants and walking the park trail. Ohio County is home to BLUEGRASS music where you can visit the Bill Monroe home place and Rosine Barn for live BLUEGRASS music.

4.97 out of 5 average rating, 70 reviews
Top guest favorite
A spacious living area features a large flat-screen television mounted on a dark wall. Two light gray sofas are arranged around a round coffee table on a textured rug. Soft lighting from two side tables complements the warm wooden flooring.
Home in Owensboro

Midtown Cottage- Self Check-In & Centrally Located

Enjoy your stay in Owensboro, KY in this cozy, warmly decorated home! This home is centrally located to everything Owensboro has to offer, a short drive from downtown and the award winning riverfront. Wifi and parking are included. Enjoy a stylish experience at this centrally-located home. You will enjoy relaxing either in the home or the lovely backyard space. Whether you are in town for work or play indulge in the comfort and tranquility of this modern house.

5.0 out of 5 average rating, 201 reviews
Superhost
A charming two-story historic home is displayed with a covered porch that features seating arrangements and a decorative lamp. Lush greenery surrounds the property, and a pathway leads to the front entrance, providing an inviting approach.
Home in Sacramento

Sacramento Sunshine

Bring the whole family to this great place with lots of room for fun. This Historic home has everything any Family or Large group could possibly need. Large kitchen , Coffee Station with Keurig and coffee pot, Dining room, plenty of parking for up to 8 cars. Right in the middle of downtown Sacramento Ky. Beautiful furnishings. Roku TV's. Sacramento is a Civil War town and is where General Nathan Bedford Forrest led his troops in Battle for the fist time.

4.65 out of 5 average rating, 23 reviews
Top guest favorite
The entrance to the cabin is framed by wooden siding, featuring a central door adorned with a seasonal wreath. Natural elements, including pumpkins, are arranged on a small porch flanked by rustic decorations and a wooden fence made of branches.
Cabin in Dixon

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

4.91 out of 5 average rating, 556 reviews
Top guest favorite
A cozy cabin stands surrounded by a well-maintained lawn, with three large windows adorning its bright red exterior. Lush greenery frames the structure, while a screened-in porch is visible, providing a serene view of the landscape. Tall trees offer shade nearby.
Cabin in Calhoun

Little Red on the Green River

Little Red on the Green is the perfect getaway if you enjoy the peacefulness of watching the river flow downstream. This simple, cute, cozy, 600 square foot, one room cabin is sure to be enjoyed. The private riverfront property is just steps from the river bank. If you like to fish, this might be the perfect spot! Calhoun boat ramp is only 2 miles away. This property is centrally located, 25 miles north-east of Madisonville, 20 miles south of Owensboro.

4.94 out of 5 average rating, 48 reviews
Guest favorite
Home in Livermore

Two Rivers Retreat

Welcome to Two Rivers Retreat – Your Serene Escape in Livermore, KY! Nestled in the heart of Livermore, where the Green and Rough Rivers meet, our cozy two-bedroom home offers the perfect blend of comfort, style, and natural charm. Whether you're here to explore the local rivers, visit with family/friends, attend a community event, short-term work in the area, or simply enjoy a peaceful getaway, Two Rivers Retreat is your ideal home away from home.

5.0 out of 5 average rating, 5 reviews

Popular amenities for Island vacation rentals